Cyclohexene, 4-ethenyl-
- Formula: C8H12
- Molecular weight: 108.1809
- IUPAC Standard InChI: InChI=1S/C8H12/c1-2-8-6-4-3-5-7-8/h2-4,8H,1,5-7H2
- IUPAC Standard InChIKey: BBDKZWKEPDTENS-UHFFFAOYSA-N
- CAS Registry Number: 100-40-3
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Cyclohexene, 4-vinyl-; 1-Vinyl-3-cyclohexene; 4-Vinyl-1-cyclohexene; 4-Vinylcyclohexene; 4-Ethenylcyclohexene; Vinylcyclohexene; Butadiene dimer; Cyclohexenylethylene; 4-Ethenyl-1-cyclohexene; 1,2,3,4-Tetrahydrostyrene; 1-Vinylcyclohexene-3; 4-Vinylcyclohexene-1; NCI-C54999; 1-Cyclohexene, 4-vinyl-; 1-Vinylcyclohex-3-ene; NSC 15760
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Condensed phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | 7.11 ± 0.32 | kcal/mol | Ccb | Kozina, Timofeeva, et al., 1972 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -1168.7 | kcal/mol | Ccr | Rauh, Geyer, et al., 1973 | Corresponding ΔfHºliquid = 6.4 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°liquid | -1169.42 ± 0.30 | kcal/mol | Ccb | Kozina, Timofeeva, et al., 1972 | Corresponding ΔfHºliquid = 7.12 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Condensed phase thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 399.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Tboil | 402.2 | K | N/A | Majer and Svoboda, 1985 | |
| Tboil | 403.2 | K | N/A | Lebedev and Skawronskaja, 1911 | Uncertainty assigned by TRC = 2. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 9.467 | kcal/mol | N/A | Majer and Svoboda, 1985 | |
| ΔvapH° | 9.15 | kcal/mol | V | Rauh, Geyer, et al., 1973 | ALS |
| ΔvapH° | 9.51 | kcal/mol | N/A | Kozina, Timofeeva, et al., 1972 | DRB |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 8.01 | 402.2 | N/A | Majer and Svoboda, 1985 | |
| 9.58 | 307. | A | Stephenson and Malanowski, 1987 | Based on data from 292. to 405. K.; AC |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Kozina, Timofeeva, et al., 1972
Kozina, M.P.; Timofeeva, L.P.; Pimenova, S.M.; Aleshina, V.A.; Belikova, N.A.; Bobyleva, A.A.; Plate, A.F.,
Enthalpies of combustion and of formation of 4-vinylcyclohexene and of certain bicyclic compounds,
Russ. J. Phys. Chem. (Engl. Transl.), 1972, 46, 1689-1690. [all data]
Rauh, Geyer, et al., 1973
Rauh, H.J.; Geyer, W.; Schmidt, H.; Geiseler, G.,
Bildungsenthalpien und mesomerieenergien von π-bindungssystemen,
Z. Phys. Chem. (Leipzig), 1973, 253, 43-48. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Lebedev and Skawronskaja, 1911
Lebedev, S.; Skawronskaja, F.,
Zh. Russ. Fiz.-Khim. O-va., Chast Khim., 1911, 43, 1136. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tboil Boiling point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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